Boston Road Vacation Packages
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Top Holiday Package Deals in Boston Road
Price found within the past 48 hours. Click for updated prices.
Sunbird ANNEX Resort
Price was CA $696, price is now CA $475 per person
CA $475
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
7.8/10 Good! (790 reviews)
We stayed in a "cottage" which was direct access from the car, which I love. There was a small fridge and micro, but not a kitchenette, which I had been hoping for. 2 Queen beds, a desk & chair, and a decent sized tv. NETFLIX was included and I enjoyed and appreciated that. Indoor and outdoor pools. I had intended to use the outdoor one, but the weather turned cool due to an offshore hurricane. The pool was lit up at night with beautiful colors. I am returning in acouple of weeks with my brother and intend to use it then. All of the staff were very personable, too.
Reviewed on Aug. 27, 2025
Raffles Boston
Back Bay
Price was CA $2,933, price is now CA $1,795 per person
CA $1,795
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (154 reviews)
I could not fault this hotel in any way. After long days out sightseeing and shopping it was great to get back and relax. This was our first time in Boston so we’re not sure which area was best to stay in. However the hotel’s location in Back Bay was excellent.
Reviewed on Aug. 28, 2025
Sesuit Harbor House
Price was CA $1,406, price is now CA $911 per person
CA $911
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (168 reviews)
We’ve been to the Cape many times over the past 20 years. The Sesuit Harbor House was conveniently located off Route 6a, but it was very quiet; you couldn’t hear the traffic at all. Phil and his staff are very attentive and friendly; the continental breakfast in a basket every morning (with local treats) was perfect! We will come back and hopefully with more family members. It was 10/10!
Reviewed on Aug. 25, 2025
The Langham, Boston
Downtown Boston
Price was CA $2,977, price is now CA $1,991 per person
CA $1,991
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (1,007 reviews)
The stay at The Langham was O K but l found the staff not too friendly. Also it took two days to change a flickering light in our room after asking twice at reception. I found the lobby very noisy at times with the influx of people using the function rooms.
Having said that the ladies who cleaned the room every day were exceptional and are a credit to the hotel. I also thought some of the staff including the concierge and the door staff looked rather scruffy in their uniforms with just open necked shirts without ties.I have stayed in better
hotels . If we were to return to Boston in the future l would have no problem staying at The Langham again. Just a few things that would make it a great hotel.
Reviewed on Aug. 29, 2025
Where to stay in Boston Road
Find the best Boston Road areas and neighborhoods for the activities you enjoy most. Learn more about Boston Road
Metro Center
4 out of top 10 points of interest in this area
4/5(10 area reviews)
Explore Springfield Armory National Park, Quadrangle museums, and enjoy over 70 clubs, bars, and restaurants in the Club Quarter. Exceptionally walkable, with easy access to I-91, I-291, and Union Station.
Boston Road Hotel Deals
Howard Johnson by Wyndham Springfield
1356 Boston Rd, Springfield, MA
Fully refundableReserve now, pay when you stay
The price is CA $136 per night from Sep 10 to Sep 11
CA $136
CA $154 total
Sep 10 - Sep 11
includes taxes & fees
MGM Springfield
One MGM Way, Springfield, MA
The price is CA $218 per night from Sep 3 to Sep 4
CA $218
CA $279 total
Sep 3 - Sep 4
includes taxes & fees
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
185 Ella Grasso Turnpike, Windsor Locks, CT
Fully refundableReserve now, pay when you stay
The price is CA $92 per night from Sep 3 to Sep 4
CA $92
CA $106 total
Sep 3 - Sep 4
includes taxes & fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Boston Road
Naismith Memorial Basketball Hall of Fame
You can study the exhibits at Naismith Memorial Basketball Hall of Fame, a museum with a storied past, during your trip to Springfield. You can attend a basketball game while in the area.
Springfield Armory
Learn about the local history of Springfield with a stop at Springfield Armory. You can attend a basketball game while in the area.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.